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So it's choosing to take a loss today, vs. less gains in the future. Isn't it possible to come out ahead on an after-tax basis this way?

I suppose one could torture enough numbers and assumptions to come up with something that would show that.

I'm of the KISS school. If I spend $5,000 to save $2,000 in taxes, I'm out $3,000 that could have been invested elsewhere. If I spend $5,000 to have a $5,000 lower basis in a share purchase, I'm still out $5,000 that could have been working elsewhere.

For the time being I'm going to stick with "There may be good reasons to pay a load, but tax savings isn't one of them."

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